Stadium: Centre Court Round: 27 Ground: Hardcourt outdoor
| ITF - M15 Héraklion | 2020/02/27 08:30 | Celebic, Ljubomir v Khomentovskiy, Matvey | 3-6,6-3,3-6 |
| ITF - M15 Héraklion | 2020/02/26 08:30 | Khomentovskiy, Matvey v Bergevi, Filip | 7-6,6-1 |
| ITF - M15 Héraklion | 2020/02/16 11:00 | Khomentovskiy, Matvey v Nicolas Tepmahc | 5-7,4-6 |
| ITF M15 Kazan | 2020/01/22 11:15 | Fufygin, Mikhail v Khomentovskiy, Matvey | 6-2,6-3 |
| ITF M15 Prague | 2019/11/04 09:00 | Khomentovskiy, Matvey v Daniel Siniakov | 1-6,2-6 |
| ITF M15 Opava | 2019/10/30 12:05 | Petr Nouza v Khomentovskiy, Matvey | 6-3,6-2 |
| Liberec, Simples M-ITF-CZE-08A | 2019/10/23 08:00 | Petr Nouza v Khomentovskiy, Matvey | 6-3,6-2 |
| Olomouc, Singles M-ITF-CZE-07A | 2019/10/16 10:55 | Stanek, Robin v Khomentovskiy, Matvey | 6-4,6-1 |
| ITF - M15 Héraklion | 2020/02/27 08:30 | Buvaysar Gadamauri v Kai Wehnelt | 5-7,1-6 |
| ITF - M15 Héraklion | 2020/02/26 11:00 | Schmitz, Constantin v Kai Wehnelt | 4-6,6-7 |
| ITF - M15 Héraklion | 2020/02/19 10:00 | Kai Wehnelt v Giacalone, Omar | 6-7,6-1,6-7 |
| ITF - M15 Héraklion | 2020/02/12 12:10 | Kai Wehnelt v Geens, Clement | 2-6,2-6 |
| ITF - M25 Nussloch | 2020/01/22 14:40 | Giulio Zeppieri v Kai Wehnelt | 6-3,7-6 |
| ITF - M25 Nussloch | 2020/01/20 19:55 | Kai Wehnelt v Adrian Bodmer | 1-6,3-6 |
| ITF - M25 Nussloch | 2020/01/20 13:20 | Kai Wehnelt v Patzanovsky, Christopher | 6-3,6-3 |
| ITF - M25 Nussloch | 2020/01/19 09:00 | Kai Wehnelt v Laurin Aerne | 6-2,6-0 |